A photo-sensitive adhesive for a flexible liquid crystal display is provided, comprising the following components: an urethane oligomer; a reactive monomer with phenyl group; and a photo-initiator. In an embodiment, the phenyl group of the reactive monomer has a weight ratio of 40 wt %, base on the total weight of the reactive monomer.

Patent
   7851033
Priority
Aug 30 2007
Filed
Apr 28 2008
Issued
Dec 14 2010
Expiry
Jul 21 2028
Extension
84 days
Assg.orig
Entity
Large
0
15
EXPIRED<2yrs
1. A photo-sensitive adhesive for a liquid crystal display, comprising:
a urethane oligomer, wherein the urethane oligomer has an oh value of more than 40;
a reactive monomer comprising phenyl group, wherein the phenyl group of the reactive monomer has a weight ratio of more than 40 wt %, based on the total weight of the reactive monomer; and
a photo initiator.
5. A photo-sensitive adhesive for flexible liquid crystal display, comprising:
60-90% by weight of a urethane oligomer;
10-40% by weight of a reactive monomer comprising a phenyl group, wherein the phenyl group of the reactive monomer has a weight ratio of more than 40 wt. % based on the total weight of the reactive monomer; and
0.1-15% by weight of a photo initiator, based on 100% by weight of the urethane oligomer, reactive monomer, and the photo initiator.
2. The photo-sensitive adhesive as claimed in claim 1, wherein the urethane oligomer has a molecular weight of more than 20,000.
3. The photo-sensitive adhesive as claimed in claim 1, wherein the reactive monomer comprising phenyl group comprises an acrylic monomer comprising phenyl group.
4. The photo-sensitive adhesive as claimed in claim 1, further comprising a metal salt.
6. The photo-sensitive adhesive as claimed in claim 5, wherein the urethane oligomer has a molecular weight of more than 20,000.
7. The photo-sensitive adhesive as claimed in claim 5, wherein the urethane oligomer has an oh value of more than 40.
8. The photo-sensitive adhesive as claimed in claim 5, wherein the reactive monomer comprising phenyl group comprises an acrylic monomer comprising a phenyl group.
9. The photo-sensitive adhesive as claimed in claim 5, further comprising a metal salt.
10. A liquid crystal display, comprising:
a first substrate and a second substrate;
a liquid crystal capsule layer, wherein the liquid crystal capsule layer is formed between the first and second substrates; and
a photo-sensitive adhesive as claimed in claim 1 coated on at least one of the first and second substrates and the liquid crystal capsule layer, thereby bonding the liquid crystal capsule layer with at least one of the first and second substrates.
11. The liquid crystal display as claimed in claim 10, wherein the liquid crystal capsule layer comprising a plurality of liquid crystal capsules comprises dichroic dye.
12. The liquid crystal display as claimed in claim 10, wherein the first and second substrates respectively comprises glass or plastic substrate.
13. The photo-sensitive adhesive as claimed in claim 1, wherein the urethane oligomer has a molecular weight of more than 20,000 and an oh value of more than 40.

1. Field of the Invention

The invention relates to a photo-sensitive adhesive, and more particularly to a photo-sensitive adhesive for a liquid crystal display.

2. Description of the Related Art

Flexible liquid crystal displays occupy less space and are portable, making them an industry display of choice. Further, with the development and wide application of electronic products such as E-books, and PDAs, there has been increasing demand for reflective liquid crystal displays which consume less electric power and occupies less space. Therefore, a display with all the advantages of flexible liquid crystal displays and reflective liquid crystal displays is called for.

Flat plane displays employing plastic substrate (soft plate) are lighter, thinner, more impact resistant, sturdier, and more flexible than conventional flat panel displays employing glass substrate, and can display images while being flexed and be fabricated by a roll-to-roll manufacturing process, thereby substantially reducing manufacturing cost. However, there are many problems (such as limitations of manufacturing process and selections of plastic materials) which have to be overcome, in order for plastic substrates to substitute glass substrates in liquid crystal displays.

One of the most challenging problems for flexible displays is the suitability for adhesives for sealing plastic substrate. The conventional liquid crystal display sealant is unsuitable for sealing flexible substrates, since the conventional sealant is apt to result in various liquid crystal cell gaps and the peel-off of substrates in the flexible liquid crystal display.

Therefore, it is necessary to develop a novel adhesive for sealing flexible liquid crystal displays. Accordingly, the invention provides an adhesive, with a designed chemical structure, for sealing flexible liquid crystal displays, resulting in an increased adhesive strength (such as the adhesive strength between the liquid crystal capsules and plastic substrate) and a reduced driving voltage for the liquid crystal display.

An exemplary embodiment a photo-sensitive adhesive for a liquid crystal display comprises an urethane oligomer, a reactive monomer comprising phenyl group, and a photo initiator.

According to another embodiment, the invention provides a photo-sensitive adhesive for flexible liquid crystal display. The photo-sensitive adhesive comprises 60-90% by weight of the urethane oligomer, 10-40% by weight of the reactive monomer comprising phenyl group, and 0.1-15% by weight of the photo initiator, based on 100% by weight of the urethane oligomer, reactive monomer, and the photo initiator.

According to yet another embodiment, the invention also provides a liquid crystal display comprising a first substrate and a second substrate, a liquid crystal capsule layer, wherein the liquid crystal capsule layer is formed between the first and second substrates, and a photo-sensitive adhesive as claimed in claim 1 coated on at least one of the first and second substrates and the liquid crystal capsule layer, thereby bonding the liquid crystal capsule layer with at least one of the first and second substrates.

The photo-sensitive adhesive for a liquid crystal display of the invention can have superior adhesive strength (shear strength and peel strength) between the adhesive molecules and the liquid crystal capsules and substrates without degraded the performance of the liquid crystal display due to designed chemical structures of the adhesive. Further, the adhesive can further comprise metal salts and reactive monomers comprising phenyl group to reduce the driving voltage and increase the performance of the liquid crystal display, thereby be suitable for applying in reflective flexible liquid crystal displays as photosensitive adhesive.

A detailed description is given in the following embodiments with reference to the accompanying drawings.

The invention can be more fully understood by reading the subsequent detailed description and examples with references made to the accompanying drawings, wherein:

FIGS. 1a-1e are cross sections of a method for fabricating a flexible liquid crystal display according to an embodiment of the invention.

The invention provides a photo-sensitive adhesive for sealing liquid crystal displays and reducing the driving voltage thereof. Further, the invention also provides a liquid crystal display employing the same, wherein the photo-sensitive adhesive is preferably suitable for flexible liquid crystal displays. It should be noted that, the molecules of the photo-sensitive adhesive have superior cohesive strength therebetween, resulting in high adhesive strength between substrates and liquid crystal capsule layers (filled with dichroic dye). Therefore, the cell gap among the liquid crystal cells can be maintained during flexing of displays. The photo-sensitive adhesive is suitable to be used for sealing flexible liquid crystal displays. Further, the adhesive of the embodiment of the invention can further comprise metal salts and high amounts of reactive monomers comprising phenyl group, resulting in reduction of volume resistance and driving voltage of the liquid crystal display.

The embodiments of the invention provide photo-sensitive adhesives, comprising:

60-90% by weight of urethane oligomer;

10-40% by weight of reactive monomer comprising phenyl group; and

0.1-15% by weight of photo initiator, based on 100% by weight of the urethane oligomer, reactive monomer, and the photo initiator.

The urethane oligomer can have a molecular weight of more than 20000. A urethane oligomer with higher molecular weight would increase the strength of the photo-sensitive adhesive due to the higher cohesive strength of the adhesive, when polymerization of the urethane oligomer and reactive monomer are under irradiation.

Further, the urethane oligomer can have an OH value of more than 40 since an increased OH value can enhance the adhesive strength between the adhesive and the substrate (or liquid crystal capsule layer).

The reactive monomer comprising phenyl group can be an acrylic monomer comprising phenyl group. Particularly, when increasing the weight ratio of the phenyl group, the driving voltage of the liquid crystal display is reduced. The liquid crystal display of the invention can have a driving voltage difference of 2.5˜9V less than conventional liquid crystal displays when the phenyl group of the reactive monomer has a weight ratio of more than 40 wt % base on the total weight of the reactive monomer.

The reactive monomer and the urethane oligomer can perform a polymerization by means of the initiator under UV irradiation. The photo initiator can be diethoxy acetophenone, benzophenone, benzyl benzoin isobutyl ether, benzyl dimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, diethyl thioxanthone, 2-ethyl anthraquinone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropane-1-one, 2-methyl-[4-(meyhylthio)phenyl]-2-morpholino-1-propane, aromatic diazonium salts, triallysulfonium salts, diallyiodonium salts, triallylselenium salts of Lewis acid (as well as metallocene compounds) or combinations thereof.

The liquid crystal display can have superior flexibility by introducing internal force (such as introducing polar & non-polar functional groups, π & π interaction custom character hydrogen bonding, and viscosity) between the adhesive molecules and the liquid crystal capsules. Further, the adhesive can further comprise metal salts to reduce the driving voltage and increase the performance of the liquid crystal display. The metal salts can be lithium slats, sodium salts, potassium salts or combinations thereof.

The invention provides a liquid crystal display, such as a flexible liquid crystal display. The following description is of the best-contemplated mode of carrying out the invention. This description is made for the purpose of illustrating the general principles of the invention and should not be taken in a limiting sense. The scope of the invention is best determined by reference to the appended claims.

First, referring to FIG. 1a, a first substrate 10 is provided, wherein the first substrate 10 can be a glass or plastic substrate. Herein, the first substrate can be a PET substrate. The substrate 10 can optionally have no electrode or an electrode layer 20 as shown in FIG. 1b. The electrode layer can be transparent, such as ITO, IZO, AZO, or ZnO, and made by sputtering, or CVD or PECVD.

Next, referring to FIG. 1c, a liquid crystal capsule layer 30 is formed on the first substrate 10 (or electrode layer 20), wherein the liquid crystal capsule layer 30 comprising a plurality of liquid crystal capsules 40 comprises dichroic dye.

Next, referring to FIG. 1d, the photo-sensitive adhesive according to the invention is coated on the liquid crystal capsule layer 30 to form a photo-sensitive adhesive coating 50.

Finally, referring to FIG. 1e, a second substrate 60 is disposed on the photo-sensitive adhesive coating 50, and the photo-sensitive adhesive coating 50 is cured by UV light to hard the coating 50, thus obtaining a liquid crystal display 100 according to the invention.

The following examples are intended to illustrate the invention more fully without limiting their scope, since numerous modifications and variations will be apparent to those skilled in this art.

Strength Test of the Photo-Sensitive Adhesive

Photo-sensitive adhesive A custom character photo-sensitive adhesive custom character and NOA65 (sold and fabricated by Noland) were respectively mixed with 10 um spacers (Epostar L15), and the mixtures was coated on a PET substrate. Next, the strength (shear strength and peel strength) of each adhesives coated on the PET were measured by an Instron tensile strength tester. The components and OH value of the photo-sensitive adhesive A custom character photo-sensitive adhesive B, and NOA65 and the results are listed in Table. 1.

TABLE 1
photo- photo-
sensitive sensitive
adhesive A adhesive B NOA65
Component Acrylic amide Acrylic amide
OH value 47.9 43 30
Mw 73105 16921 1676
Shear strength 9.37 9.49 6.80
(Kgf/cm2)
Peel strength 3.35 2.82 0.11
(Kgf/2 cm)

As shown in Table. 1, the photo-sensitive adhesive A had an OH value 1.6 times larger than that of NOA65, and had better shear strength and peel strength than that of NOA65. Specifically, the peel strength of the photo-sensitive adhesive A was more than 30 times lager than that of NOA65.

Driving Voltage Tests of the Liquid Crystal Display

A number of liquid crystal displays respectively packaged by different adhesives were fabricated according to the process as disclosed in FIGS. 1a-1e. Particularly, the first and second substrates were PET substrates, the liquid crystal capsule layer was the mixture of ZLI-1565 (sold by Merck) and anthraquinone dye (anthraquinone dye: ZLI-1565=1:9). The driving voltages V90 (voltage of 90% transparence) of the liquid crystal displays were respectively measured and are shown in table. 2.

TABLE 2
Components of photo-sensitive adhesive
photo-sensitive reactive Driving
adhesive oligomer monomer Initiator voltage (V90)
NOA65 PU 22
acrylate
10 g
(OH
value: 30
molecular
weight:
1676)
photo-sensitive EXC SR601 (14.1% I-184 22.7
adhesive C 282 (PU phenyl (Ciba)
acrylate) 9 g group) 1 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR601 (14.1% I-184 21.8
adhesive D 282 (PU phenyl (Ciba)
acrylate) 8 g group) 2 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR601 (14.1% I-184 22.8
adhesive E 282 (PU phenyl (Ciba)
acrylate) 7 g group) 3 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR601 (14.1% I-184 22.3
adhesive F 282 (PU phenyl (Ciba)
acrylate) 6 g group) 4 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR602(14.1% I-184 23
adhesive G 282 (PU phenyl (Ciba)
acrylate) 9 g group) 1 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR602 (14.1% I-184 23.8
adhesive H 282 (PU phenyl (Ciba)
acrylate) 8 g group) 2 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR602 (14.1% I-184 22.8
adhesive I 282 (PU phenyl (Ciba)
acrylate) 7 g group) 3 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR602 (14.1% I-184 22.3
adhesive J 282 (PU phenyl (Ciba)
acrylate) 6 g group) 4 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR348 (33.6% I-184 24.2
adhesive K 282 (PU phenyl (Ciba)
acrylate) 9 g group) 1 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR348 (33.6% I-184 23.6
adhesive L 282 (PU phenyl (Ciba)
acrylate) 8 g group) 2 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR348 I-184 22.5
adhesive M 282 (PU 33.6% (Ciba)
acrylate) 7 g phenyl 0.1 g
(OH value: group) 3 g
42.95
molecular
weight:
54734
photo-sensitive EXC SR348 (33.6% I-184 22.9
adhesive N 282 (PU phenyl (Ciba)
acrylate) 6 g group) 4 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR339 (40.1% I-184 18.5
adhesive O 282 (PU phenyl (Ciba)
acrylate) 9 g group) 1 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR339 (40.1% I-184 17
adhesive P 282 (PU phenyl (Ciba)
acrylate) 8 g group) 2 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR339 (40.1 I-184 15.5
adhesive Q 282 (PU phenyl (Ciba)
acrylate) 7 g group %) 3 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC SR339 (40.1% I-184 12
adhesive R 282 (PU phenyl (Ciba)
acrylate) 6 g group) 4 g 0.1 g
(OH value:
42.95
molecular
weight:
54734
photo-sensitive EXC polystyrene I-184 8
adhesive S 282 (PU (74% (Ciba)
acrylate) 9 g phenyl 0.1 g
(OH value: group) 1 g
42.95
molecular
weight:
54734
photo-sensitive EXC polystyrene I-184 4.4
adhesive T 282 (PU (74% (Ciba)
acrylate) 8 g phenyl 0.1 g
(OH value: group) 2 g
42.95
molecular
weight:
54734
photo-sensitive EXC polystyrene I-184
adhesive U 282 (PU (74% (Ciba)
acrylate) 7 g phenyl 0.1 g
(OH value: group) 3 g
42.95
molecular
weight:
54734
photo-sensitive EXC polystyrene I-184
adhesive V 282 (PU (74% (Ciba)
acrylate) 6 g phenyl 0.1 g
(OH value: group) 4 g
42.95
molecular
weight:
54734
PS: EXC282: Polyurethane acrylate, sold and manufactured by Everwide chemical Co. LTD with the trade No. EX-C282.
SR601:
##STR00001##
SR602:
##STR00002##
SR348:
##STR00003##
SR339:
##STR00004##

Accordingly, the liquid crystal display had a driving voltage difference of 2.5˜9V less than conventional liquid crystal display when the phenyl group of the reactive monomer had a weight ratio of more than 40 wt % base on the total weight of the reactive monomer.

While the invention has been described by way of example and in terms of preferred embodiment, it is to be understood that the invention is not limited thereto. To the contrary, it is intended to cover various modifications and similar arrangements (as would be apparent to those skilled in the art). Therefore, the scope of the appended claims should be accorded the broadest interpretation so as to encompass all such modifications and similar arrangements.

Liu, Shih-Hsien, Cheng, Kung-Lung, Chuang, Wen-Pin, Wei, Su-Mei

Patent Priority Assignee Title
Patent Priority Assignee Title
6246824, Mar 18 1997 DSM IP ASSETS B V Method for curing optical glass fiber coatings and inks by low power electron beam radiation
20060187366,
20070104440,
CN1277981,
JP2000258785,
JP2001075109,
JP2001133796,
JP2001142086,
JP2001220499,
JP2002030201,
JP2003147281,
JP2003213067,
JP2003268351,
JP2003286473,
JP6383182,
/////
Executed onAssignorAssigneeConveyanceFrameReelDoc
Mar 17 2008CHUANG, WEN-PINIndustrial Technology Research InstituteASSIGNMENT OF ASSIGNORS INTEREST SEE DOCUMENT FOR DETAILS 0208670972 pdf
Mar 17 2008WEI, SU-MEIIndustrial Technology Research InstituteASSIGNMENT OF ASSIGNORS INTEREST SEE DOCUMENT FOR DETAILS 0208670972 pdf
Mar 17 2008CHENG, KUNG-LUNGIndustrial Technology Research InstituteASSIGNMENT OF ASSIGNORS INTEREST SEE DOCUMENT FOR DETAILS 0208670972 pdf
Mar 17 2008LIU, SHIH-HSIENIndustrial Technology Research InstituteASSIGNMENT OF ASSIGNORS INTEREST SEE DOCUMENT FOR DETAILS 0208670972 pdf
Apr 28 2008Industrial Technology Research Institute(assignment on the face of the patent)
Date Maintenance Fee Events
Jun 16 2014M1551: Payment of Maintenance Fee, 4th Year, Large Entity.
Jun 14 2018M1552: Payment of Maintenance Fee, 8th Year, Large Entity.
Aug 01 2022REM: Maintenance Fee Reminder Mailed.
Jan 16 2023EXP: Patent Expired for Failure to Pay Maintenance Fees.


Date Maintenance Schedule
Dec 14 20134 years fee payment window open
Jun 14 20146 months grace period start (w surcharge)
Dec 14 2014patent expiry (for year 4)
Dec 14 20162 years to revive unintentionally abandoned end. (for year 4)
Dec 14 20178 years fee payment window open
Jun 14 20186 months grace period start (w surcharge)
Dec 14 2018patent expiry (for year 8)
Dec 14 20202 years to revive unintentionally abandoned end. (for year 8)
Dec 14 202112 years fee payment window open
Jun 14 20226 months grace period start (w surcharge)
Dec 14 2022patent expiry (for year 12)
Dec 14 20242 years to revive unintentionally abandoned end. (for year 12)